1,4-Anthraquinone → 2-Benzylthionaphthacene-5,12-dione

HRID 1084469

반응식

HRID 1084469 반응식
[CH2:1]([S:8][C:9]1[CH:14]=[CH:13]O[C:11](=O)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(=[O:31])[C:29]2[C:20](=[CH:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:19](=[O:30])[CH:18]=C1>C1C(Cl)=CC=C(Cl)C=1.O=[Mn]=O>[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:18]2[C:19](=[O:30])[C:20]3[C:29](=[CH:28][C:27]4[C:22]([CH:21]=3)=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:16](=[O:31])[C:11]=2[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 694571,4-AnthraquinoneHCID 146427864-Benzylthio-2-oxo-2H-pyran

생성물 1

HCID 200635452-Benzylthionaphthacene-5,12-dione

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 46851,4-Dichlorobenzene용매

반응 조건

온도
180 °C

실험 절차

A mixture of 0.27 g (0.0012 mol) of 4-benzylthio-2-oxo-2H-pyrane, 0.25 g (0.0012 mol) of 1,4-anthraquinone and 0.10 g (0.0012 mol) of MnO2 in 5 ml of dichlorobenzene is heated for 24 hours under reflux (180° C.), then cooled and chromatographed over silica gel. Using cyclohexane as eluant, dichlorbenzene is first extracted, then the crude product is chromatographed with CH2Cl2. The pre-purified product is chromatographed once more, using CH2Cl2 as eluant, and the solvent is removed by evaporation. Yield: 0.09 g (20%). Melting point: 200°-203° C.

후처리

  1. temperatureis heated for 24 hours
  2. temperaturecooled
  3. customchromatographed over silica gel
  4. extractionUsing cyclohexane as eluant, dichlorbenzene is first extracted
  5. customthe crude product is chromatographed with CH2Cl2
  6. customThe pre-purified product is chromatographed once more
  7. customthe solvent is removed by evaporation

출처 및 근거

ORD 기록
ord-31ac7a23f62340e896052fd1f43801c3
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05004814

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